KR102752187B1 - 코팅필름, 코팅용 조성물 및 표시장치 - Google Patents
코팅필름, 코팅용 조성물 및 표시장치 Download PDFInfo
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- KR102752187B1 KR102752187B1 KR1020210122469A KR20210122469A KR102752187B1 KR 102752187 B1 KR102752187 B1 KR 102752187B1 KR 1020210122469 A KR1020210122469 A KR 1020210122469A KR 20210122469 A KR20210122469 A KR 20210122469A KR 102752187 B1 KR102752187 B1 KR 102752187B1
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- silane compound
- coating
- coating layer
- coating film
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- 239000011248 coating agent Substances 0.000 title claims abstract description 153
- 238000000576 coating method Methods 0.000 title claims abstract description 152
- 239000008199 coating composition Substances 0.000 title claims abstract description 69
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- -1 silane compound Chemical class 0.000 claims description 112
- 229910000077 silane Inorganic materials 0.000 claims description 102
- 239000000126 substance Substances 0.000 claims description 40
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 38
- 238000006116 polymerization reaction Methods 0.000 claims description 31
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 28
- 150000002009 diols Chemical class 0.000 claims description 23
- 239000000758 substrate Substances 0.000 claims description 20
- AVYKQOAMZCAHRG-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AVYKQOAMZCAHRG-UHFFFAOYSA-N 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 6
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 6
- BVQYIDJXNYHKRK-UHFFFAOYSA-N trimethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F BVQYIDJXNYHKRK-UHFFFAOYSA-N 0.000 claims description 6
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 5
- HJIMAFKWSKZMBK-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F HJIMAFKWSKZMBK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 3
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- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 3
- MLXDKRSDUJLNAB-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F MLXDKRSDUJLNAB-UHFFFAOYSA-N 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
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- 238000005259 measurement Methods 0.000 description 9
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
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- 239000000654 additive Substances 0.000 description 4
- 239000004745 nonwoven fabric Substances 0.000 description 4
- 239000003505 polymerization initiator Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004642 Polyimide Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 230000003669 anti-smudge Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
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- 230000001939 inductive effect Effects 0.000 description 2
- 239000011229 interlayer Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920006289 polycarbonate film Polymers 0.000 description 2
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- 238000006467 substitution reaction Methods 0.000 description 2
- 230000002123 temporal effect Effects 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004962 Polyamide-imide Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
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- 239000003963 antioxidant agent Substances 0.000 description 1
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- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
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- 229920002678 cellulose Polymers 0.000 description 1
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- 150000002170 ethers Chemical class 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
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- QFWPJPIVLCBXFJ-UHFFFAOYSA-N glymidine Chemical compound N1=CC(OCCOC)=CN=C1NS(=O)(=O)C1=CC=CC=C1 QFWPJPIVLCBXFJ-UHFFFAOYSA-N 0.000 description 1
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- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
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- C08J7/16—Chemical modification with polymerisable compounds
- C08J7/18—Chemical modification with polymerisable compounds using wave energy or particle radiation
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- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
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Abstract
Description
도 2는 수접촉각 측정을 설명하는 개략적인 단면도이다.
도 3은 컬(curl) 측정을 설명하는 개략적인 단면도이다.
도 4는 크랙포인트 반지름(crack point radius) 측정을 설명하는 개략도이다.
도 5는 본 발명의 일 실시예에 따른 표시장치의 일부에 대한 단면도이다.
도 6은 도 4의 "P" 부분에 대한 확대 단면도이다.
번호 | 제1 실란 화합물 (KBM-1103) | 제2 실란 화합물 | 제3 실란 화합물 (TEOS) |
H2O | EG | 중합시간 (h) |
중량평균 분자량 |
PDI |
비교예 1 | 1.000 | 0 | 0 | 1.500 | 0 | 5 | 9230 | 2.3 |
비교예 2 | 1.000 | 0 | 0 | 1.050 | 0.450 | 7 | 7235 | 1.8 |
비교예 3 | 1.000 | 0 | 0 | 0.900 | 0.600 | 10 | 6334 | 1.7 |
비교예 4 | 1.000 | 0 | 0 | 0.750 | 0.750 | 12 | 5460 | 1.4 |
비교예 5 | 1.000 | 0 | 0 | 0.600 | 0.900 | 24 | 5520 | 1.5 |
비교예 6 | 0.990 | 0 | 0.010 | 0.903 | 0.602 | 9 | 6532 | 1.8 |
비교예 7 | 0.950 | 0 | 0.050 | 0.915 | 0.610 | 8 | 7230 | 1.7 |
비교예 8 | 0.900 | 0 | 0.100 | 0.930 | 0.620 | 8 | 5930 | 1.6 |
비교예 9 | 0.800 | 0 | 0.200 | 0.960 | 0.640 | 6 | 6835 | 1.9 |
비교예 10 | 0.700 | 0 | 0.300 | 0.990 | 0.660 | 5 | 6199 | 1.5 |
비교예 11 | 0.895 | 0.005 | 0.100 | 0.930 | 0.620 | 8 | 6532 | 1.5 |
실시예 1 | 0.890 | 0.010 | 0.100 | 0.930 | 0.620 | 8 | 7354 | 1.7 |
실시예 2 | 0.870 | 0.030 | 0.100 | 0.930 | 0.620 | 8 | 6719 | 1.5 |
실시예 3 | 0.850 | 0.050 | 0.100 | 0.930 | 0.620 | 8 | 6435 | 1.8 |
비교예 12 | 0.800 | 0.100 | 0.100 | 0.930 | 0.620 | 8 | 6452 | 1.6 |
번호 | 비교 실란 화합물 (KBM-503) | 제2 실란 화합물 | 제3 실란 화합물 (TEOS) |
H2O | EG | 중합시간 (h) |
중량평균 분자량 |
PDI |
비교예 13 | 0.890 | 0.010 | 0.100 | 0.930 | 0.620 | 8 | 6270 | 1.7 |
비교예 14 | 0.870 | 0.030 | 0.100 | 0.930 | 0.620 | 8 | 5823 | 1.4 |
비교예 15 | 0.850 | 0.050 | 0.100 | 0.930 | 0.620 | 8 | 5946 | 1.5 |
번호 | 수접촉각 (초기)(°) | 스크래치 수 | 스크래치 후 수접촉각(°) |
지우개 마모 후 수접촉각(°) |
컬(curl) (mm) |
크랙포인트 반지름 (mm) |
비교예 1 | 70 | 20 | 60 | 54 | 23 | 4.0 |
비교예 2 | 74 | 30 초과 | 58 | 53 | 12 | 2.0 |
비교예 3 | 73 | 30 초과 | 57 | 55 | 0 | 1.0 미만 |
비교예 4 | 75 | 30 초과 | 55 | 54 | 0 | 1.0 미만 |
비교예 5 | 74 | 30 초과 | 55 | 53 | 0 | 1.0 미만 |
비교예 6 | 76 | 10 | 64 | 60 | 0 | 1.0 미만 |
비교예 7 | 78 | 6 | 63 | 62 | 0 | 1.0 미만 |
비교예 8 | 77 | 4 | 65 | 64 | 0 | 1.0 미만 |
비교예 9 | 77 | 4 | 66 | 63 | 5 | 2.0 |
비교예 10 | 79 | 4 | 64 | 65 | 8 | 2.5 |
비교예 11 | 95 | 2 | 85 | 77 | 0 | 1.0 미만 |
실시예 1 | 106 | 0 | 102 | 100 | 0 | 1.0 미만 |
실시예 2 | 112 | 0 | 106 | 102 | 0 | 1.0 미만 |
실시예 3 | 112 | 0 | 104 | 98 | 0 | 1.0 미만 |
비교예 12 | 113 | 4 | 95 | 82 | 0 | 1.0 미만 |
비교예 13 | 102 | 2 | 77 | 65 | 0 | 1.0 미만 |
비교예 14 | 108 | 4 | 76 | 64 | 0 | 1.0 미만 |
비교예 15 | 108 | 4 | 73 | 58 | 0 | 1.0 미만 |
비교예 16 | 112 | 6 | 74 | 68 | 0 | 1.0 미만 |
실시예 4 | 112 | 0 | 105 | 100 | 0 | 1.0 이하 |
비교예 17 | 112 | 6 | 70 | 60 | 0 | 1.0 이하 |
110: 기재필름
120: 코팅층
200: 표시장치
501: 표시패널
570: 유기 발광 소자
TFT: 박막 트랜지스터
WD: 물방울
201: 유리 기판
Claims (20)
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 실란 화합물 및 중합경화 보조제를 포함하며,
상기 실란 화합물은,
하기 화학식 1로 표현되는 제1 실란 화합물;
하기 화학식 2로 표현되는 제2 실란 화합물; 및
하기 화학식 3으로 표현되는 제3 실란 화합물;을 포함하고,
상기 중합경화 보조제는,
다이올(diol); 및
물(H2O)을 포함하고,
상기 실란 화합물의 전체 몰수에 대하여,
80 내지 90 몰%의 제1 실란 화합물;
1 내지 5 몰%의 제2 실란 화합물; 및
7 내지 15 몰%의 제3 실란 화합물;
을 포함하는,
코팅용 조성물:
<화학식 1>
<화학식 2>
<화학식 3>
Si(OR3)4
R11은 치환되거나 치환되지 않은 C2~C5의 불포화 탄화수소기이고,
R12, R13 및 R14는 각각 독립적으로 C1~C5의 알킬기이며,
R21은 단일결합 또는 C1~C4의 알킬렌기이고,
R22, R23 및 R24는 각각 독립적으로 C1~C5의 알킬기이며,
m은 3 내지 10의 정수이고,
R3는 C1~C4의 알킬기이다. - 제10항에 있어서,
상기 실란 화합물과 상기 중합경화 보조제의 몰비는 1:1.2 내지 1.8의 범위인, 코팅용 조성물. - 삭제
- 제10항에 있어서,
상기 제2 실란 화합물은, 1H,1H,2H,2H-과불화옥틸트리에톡시실란(1H,1H, 2H,2H-Perfluoro-octyltriethoxysilane), 1H,1H,2H,2H-과불화옥틸트리메톡시실란(1H, 1H,2H,2H-Perfluoro-octyltrimethoxysilane), 1H,1H,2H,2H-과불화데실트리메톡시실란(1H,1H,2H,2H-Perfluoro-decyltrimethoxysilane) 및 1H,1H,2H,2H-과불화데실트리에톡시실란(1H,1H,2H,2H-Perfluoro-decyltriethoxysilane) 중에서 선택된 적어도 하나를 포함하는, 코팅용 조성물. - 제10항에 있어서,
상기 제3 실란 화합물은 테트라에틸 오르쏘실리케이트(tetraethyl orthosilicate, TEOS) 및 테트라메틸 오르쏘실리케이트(tetramethyl orthosilicate, TMOS) 중 적어도 하나를 포함하는, 코팅용 조성물. - 제10항에 있어서,
상기 다이올(diol)은 에틸렌글리콜(Ethylene glycol), 1,3-프로판디올 (1,3-propanediol) 및 1,4-부탄디올 (1,4-butanediol) 중 적어도 하나를 포함하는, 코팅용 조성물. - 제10항에 있어서,
염기성 촉매를 더 포함하는, 코팅용 조성물. - 제17항에 있어서,
상기 실란 화합물 전체 100 중량부에 대하여, 0.05 내지 0.1 중량부의 상기 염기성 촉매를 포함하는, 코팅용 조성물. - 기재필름; 및
상기 기재필름 상의 코팅층;을 포함하며,
상기 코팅층은 제10항 내지 제11항 및 제13항 내지 제18항 중 어느 한 항의 코팅용 조성물에 의하여 형성된, 코팅필름. - 삭제
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